Paranolin: A new xanthene-based metabolite from Paraphaeosphaeria nolinae

Hui Ming Ge, Yong Chun Song, Jing Rong Chen, Sha Hu, Jianyong Wu, Ren Xiang Tan

Research output: Journal article publicationJournal articleAcademic researchpeer-review

18 Citations (Scopus)

Abstract

A new xanthene-based, polycyclic metabolite, paranolin (=(2R,3aS,12aR)-3, 3a-dihydro-3a-hydroxy-8-(hydroxymethyl)-2-(1-hydroxy-1-methylethyl) -9-methoxy-10-methylfuro[3,2-d]xanthen-6(2H)-one; 1) was isolated from a culture of Paraphaeosphaeria nolinae (IFB-E011), an endophytic fungus residing in the normal stem of the artemisinin-producing plant Artemisia annua (Asteraceae). The structure of 1 was elucidated by extensive spectroscopic analyses. Although not substantially active against the human colon (SW1116) and human cervical carcinoma (Hela) cell lines, this metabolite seems to be the first example of a xanthene-derived secondary metabolite. Its possible biosynthetic origin (Scheme) and its significance as a phyllogenetic marker are discussed in brief.
Original languageEnglish
Pages (from-to)502-506
Number of pages5
JournalHelvetica Chimica Acta
Volume89
Issue number3
DOIs
Publication statusPublished - 12 Apr 2006

ASJC Scopus subject areas

  • Catalysis
  • Biochemistry
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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